Quick question: Will any of these be on CR? As well as the winter season?

Hayate no Gotoku(2013) has a very high chance of being on Crunchyroll as Crunchyroll has all of the previous shows, and simulcasted season 2 and Can't Take My Eyes Off You and it's a TV Tokyo series.

Oreimo 2 has a decent chance as it's an Aniplex series. However, the first season was added as a catalog title and Crunchyroll hasn't added the OVA Specials yet(those would be important for the second season. It introduced a few new characters that will be in the 2nd season).

Hyakka Ryouran Samurai Bride has a very good chance as well since Sentai/TAN licensed the first season as Samurai Girls, and I think Crunchyroll might get both from Sentai in the Spring.

It's way too early to make predictions on most of those series though.

Quick question: Will any of these be on CR? As well as the winter season?

Hayate no Gotoku(2013) has a very high chance of being on Crunchyroll as Crunchyroll has all of the previous shows, and simulcasted season 2 and Can't Take My Eyes Off You and it's a TV Tokyo series.

Oreimo 2 has a decent chance as it's an Aniplex series. However, the first season was added as a catalog title and Crunchyroll hasn't added the OVA Specials yet(those would be important for the second season. It introduced a few new characters that will be in the 2nd season).

Hyakka Ryouran Samurai Bride has a very good chance as well since Sentai/TAN licensed the first season as Samurai Girls, and I think Crunchyroll might get both from Sentai in the Spring.

It's way too early to make predictions on most of those series though.